ABC00735MP

Gestodene EP Impurity B

Gestodene EP Impurity B is a structurally related synthetic byproduct arising from the partial hydrogenation of the parent compound's A-ring during Gestodene synthesis. It retains the 19-nor-17α-pregnane scaffold but features a fully saturated cyclohexane ring in place of the aromatic A-ring, coupled with a 17β-hydroxy group and a 3-oxo-Δ4 moiety. This impurity lacks the conjugated double bond critical for Gestodene's progestogenic activity, rendering it inert pharmacologically. Its distinct A-ring saturation enables differentiation via UV/Vis and NMR spectroscopy. Analytically, it serves as an HPLC reference standard for quantifying process-related impurities in Gestodene drug substance batches.

On Request

Molecular Formula C₂₁H₂₆O₂

Molecular Weight 310.4000

CAS Number N/A

PubChem CID 12985835 ↗

Purity N/A

Product Type API Impurity

Parent Drug Gestodene

Lead Time On Request

IUPAC Name 13-ethyl-17-hydroxy-18,19-dinor-17alpha-pregna-5(10),15-dien-20-yn-3-one

📝 Synonyms

?5(10)-FESTODENE Gestodene EP Impurity B Delta5(10)-Gestodene 5VZ3RB8BRE GESTODENE IMPURITY B [EP IMPURITY] 13-ethyl-17-hydroxy-18,19-dinor-17alpha-pregna-5(10),15-dien-20-yn-3-one (4bS,7R,10bR)-6a-ethyl-7-ethynyl-7-hydroxy-3,4,4b,5,6,6a,7,8,9,10,10a,10b,11,12-tetradecahydrochrysen-2(1H)-one (8R,9S,13S,14S,17R)-13-ethyl-17-ethynyl-17-hydroxy-1,2,4,6,7,8,9,11,12,13,14,17-dodecahydro-3H-cyclopenta[a]phenanthren-3-one

🔬 Chemical Identifiers

SMILES CC[C@]12CC[C@H]3[C@H]([C@@H]1C=C[C@]2(C#C)O)CCC4=C3CCC(=O)C4

InChI

InChI=1S/C21H26O2/c1-3-20-11-9-17-16-8-6-15(22)13-14(16)5-7-18(17)19(20)10-12-21(20,23)4-2/h2,10,12,17-19,23H,3,5-9,11,13H2,1H3/t17-,18-,19+,20+,21+/m1/s1

InChIKey OFFRENCHQDIWAV-MJCUULBUSA-N

📝 Synonyms

🔬 Chemical Identifiers

Related Compounds